methyl 4-[2-(N-benzyloxycarbonyl-N-methylamino)ethylamino]benzoate → Methyl 4-{[2-(methylamino)ethyl]amino}benzoate

HRID 354496노트

반응식

HRID 354496 반응식
C(O[C:9]([N:11]([CH2:13][CH2:14][NH:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=1)C)=O)C1C=CC=CC=1>CO.[Pd]>[CH3:9][NH:11][CH2:13][CH2:14][NH:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=1

참가 물질

4

반응물 1

HCID 23511696methyl 4-[2-(N-benzyloxycarbonyl-N-methylamino)ethylamino]benzoate

생성물 1

HCID 23512192Methyl 4-{[2-(methylamino)ethyl]amino}benzoate수율 78.3%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a stirred solution of methyl 4-[2-(N-benzyloxycarbonyl-N-methylamino)ethylamino]benzoate (1.26 g, 3.68 mmol) in MeOH (20 mL) was added 5 wt. Pd—C (700 mg), and the mixture was hydrogenated (3 atm) for 4 hr at room temp. The mixture was filtered, and the filtrate was evaporated under a reduced pressure to give 600 mg (78%) methyl 4-[2-(N-methylamino)ethylamino]benzoate as a colorless oil. 1H-NMR (CDCl3, 400 MHz) δ2.46 (s, 3H), 2.88 (t, 2H, J=5.5 Hz), 3.27 br s, 2H), 3.85 (s, 3H), 6.57 (d, 2H, J=8.8 Hz), 7.85 (d, 2H, J=8.8 Hz); MS (FAB) m/z 209 (M++1).

후처리

  1. customfor 4 hr
  2. customat room temp
  3. filtrationThe mixture was filtered
  4. customthe filtrate was evaporated under a reduced pressure

출처 및 근거

ORD 기록
ord-4945fc860c104604afd81dd108e75a6e
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756378B2

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